A cruise should’ve been their honeymoon. Rachelle Stewart has spent the last year working through her Breakup Bucket list, something her roommates helped her create to get over her ex-fiancé, Landon Higgins. The cruise she won is going to be the crowning achievement of her list, but she can’t seem to get rid of Landon when he shows up as a passenger. Luck is on Landon’s side when he finds out he’ll get uninterrupted time with his ex-fiancé. He ruined things a year ago and getting her back is a long shot. But seeing the changes in her gives him the sliver of hope that they might forgive and forget. As the truth is revealed, will she trust him after all they’ve gone through apart? Or will they leave the ship and go their separate ways?

Adulting is hard. So is finding a partner who’ll stick around. Dani Higgins’s life has been nothing but one change after another over the last few months. From graduating college to a broken long-term relationship, and now, more struggling to keep her job of six days. When an attractive Boston bachelor asks her to be his fake girlfriend, she agrees. But as they spend time with each other, Dani’s feelings move from pretend to real. Miles Clark is done being set up by his mother, and with his family’s event season on the horizon, he figures his best bet at side-stepping her is showing up with a girlfriend. When he meets cute Dani, he suggests a partnership that will be mutually beneficial for both of them—only after a few dates, his heart isn’t on the same page. As their agreement comes to an end, will they risk their hearts and reveal their feelings?

Being matched isn’t for the faint of heart. Especially after the relationship train wreck I’ve been through.After a rough year, both in relationships and her career, Kenzie Sullivan has sworn off dating and decided to take the self-employment route. She never thought it would lead her to landing Trey Hatch, her longtime crush, as a client. She tries to keep life separate, but Trey keeps worming his way through every wall she puts up, giving her a sliver of hope that something could happen between them.Trey is ready to share his busy hockey life with someone. When his agent sets him up to be part of a matchmaking docuseries, he’s not sure that’s the way to find love. But after spending time with Kenzie, and convincing her to try the matchmaking app again, he’s hoping she’ll be one of his matches.As their relationship progresses, will they stay friends or take things to the next level?

They say laughter is the best medicine for life, but will it heal broken hearts? Meet Evie Evans, the ultimate sidekick in her roommate's love stories. She spends her days as a bridal dress consultant, unintentionally scaring off potential suitors who assume she's all about tying the knot. But her life is far from dull. Not only does she engage in prank wars with her elderly neighbor, she finds excitement in exchanging secret letters with her pen pal on a matchmaking app she refuses to use. Owen Young is a nurse at a local ER who's been nursing a broken heart after a long relationship went kaput. Instead of diving headfirst into another romance, he volunteers at a senior center and seeks solace in an intriguing pen pal who shares tales of globetrotting adventures. When Gordon, Owen's friend from the senior center, is discharged from the facility, Owen makes regular visits to see him. As he becomes an accomplice in the pranks, Owen realizes he's developing feelings for Evie and her sunshine personality, even through difficult circumstances. For Evie and Owen, each prank shines a new light on the other’s personality, drawing them closer together. But can their love survive the discovery of their greatest secrets?